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Executive Assistant

100% Remote Full-time Open now
Benefits:
  • Bonus based on performance
  • Flexible schedule
  • Opportunity for advancement
The Opportunity This is not a typical assistant role. You'll be working directly alongside a serial entrepreneur who currently leads four organizations, ranging from Employee Benefits to Mental Health Care businesses. He has started and sold multiple businesses and brings a wealth of real-world experience to everyone in his orbit. If you are detail-oriented, proactive, and thrive on bringing order to a fast-moving environment, this role offers something most entry-level jobs never can: genuine proximity to how businesses get built and run. What You'll Do Day-to-day tasks will vary, but expect a mix of:
  • Opening and sorting mail; scanning and filing documents
  • Depositing checks and handling routine bank runs
  • Running errands (local, time-sensitive)
  • Driving for the principal while he works in transit
  • Updating spreadsheets, documents, and digital records
  • Following up on outstanding tasks and tracking action items
  • Light research and information gathering
  • Supporting operational needs across multiple business contexts as they arise
Who You Are
  • Exceptionally detail-oriented — you catch what others miss
  • Reliable and discreet — you handle sensitive business information with care
  • A self-starter who can figure things out without handholding
  • Comfortable moving between different business contexts in the same day
  • Tech-capable: comfortable with Microsoft Office 365, basic document editing, and learning new tools
  • Valid driver's license and clean driving record required
  • Able to commit to a consistent weekly schedule
What You'll Get
  • $22–$28/hr depending on experience
  • Flexible part-time hours (15–20/week)
  • A front-row seat to multi-business entrepreneurship — operations, strategy, client relationships, and more
  • Direct mentorship and exposure you simply cannot get in a classroom or a traditional job
  • For the right person who grows into the role, expanded responsibilities and long-term stability
Ideal Background No specific degree required. We care far more about your track record of follow-through than your credentials. Prior experience in administrative support, personal assistance, operations, or a fast-paced small business environment is a plus. To Apply Submit a brief cover note (no more than one page) telling us:
  1. One example of a time you managed multiple tasks or priorities without dropping the ball
  2. Why a long-term, part-time role like this, appeals to you right now
  3. Your availability and any scheduling constraints
Applications without a cover note will not be reviewed.  

Flexible work from home options available.

Apply To This Job

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